Polyurethane composition that contains alpha-silane and that has anisotropic material properties

ABSTRACT

A single-component, moisture-curing composition, including at least one polyisocyanate, a polyaldimine, an α-functional organoalkoxysilane, and an acid in special proportions that can be matched to one another. An exemplary composition cures by moisture as much as possible without forming bubbles. In the curing of the composition by atmospheric humidity, an anisotropic material is produced with a predominantly elastic sheath that is virtually tack-free on the surface and a predominantly plastic core. An exemplary composition can be especially well suited as a flexible sealant.

RELATED APPLICATIONS

This application claims priority as a continuation application under 35U.S.C. §120 to PCT/EP2009/064358, which was filed as an InternationalApplication on Oct. 30, 2009 designating the U.S., and which claimspriority to European Application No. 08168092.8 filed in Europe on Oct.31, 2008. The entire contents of these applications are herebyincorporated by reference in their entireties.

FIELD

This disclosure relates to the field of single-component,moisture-curing polyurethane compositions as well as their applications,for example, as sealants.

BACKGROUND INFORMATION

Single-component, moisture-curing polyurethane compositions have beenused as adhesives, sealants, and coatings. For the application assealants for expansion joints on structures, compositions are used thatcure without forming bubbles and are flexible after their curing in abroad temperature range; i.e., in the low expansion range, they have thelowest possible values for the tensile stress and at the same time havea high shape recovery. As a result, such sealants are able to supplementexpansion or compression of the joints that is induced by movements ortemperature differences in a reversible manner and with low powertransmission to the joint substrates and thus to stress or to damage thelatter as little as possible.

Single-component polyurethane compositions that contain long-chainpolyaldimines and that are suitable as flexible sealants are known fromWO 2007/104761 A1. The compositions that are described cure withoutforming bubbles and have low values for 100% tensile stress both at roomtemperature and at −20° C. Like other flexible polyurethanecompositions, they also tend to form a more or less strongly adhesivesurface, which easily becomes dirty, during curing, however. Expansionjoints in the outside area of structures are in most cases readilyvisible to the observer and are matched in color to the front of thebuilding. They often have, moreover, a bright color tone, such as white,light gray, or concrete gray; their soiling is thus often quicklyvisible and therefore distracting.

Single-component polyurethane compositions that contain specialpolyaldimines, which are suitable as sealants that do not tend to getdirty, are known from WO 2008/116900 A1 and WO 2008/116902 A1. Thecompositions that are described have a low surface adhesiveness aftercuring but do not show any anisotropic material properties.

Polyurethane compositions that contain at least one polyurethaneprepolymer that has isocyanate groups, at least one catalyst thataccelerates the reaction of NCO groups with water, and at least onecompound that contains at least one α-silane group and that are suitableas adhesives for gluing in car windows are known from WO 2006/130592 A1.The described compositions do not show any anisotropic materialproperties, however.

SUMMARY

A single-component, moisture-curing composition is disclosed,comprising:

a) at least one polyisocyanate P;

b) at least one aldimine A of Formula (I),

-   -   wherein    -   n stands for 2 or 3 or 4,    -   E stands for the organic radical of an n-value amine B after        removal of n primary amino groups, and    -   Y stands for a monovalent hydrocarbon radical with 1 to 35 C        atoms, which optionally contains at least one heteroatom,

c) at least one organoalkoxysilane OS, which has at least one groupingof Formula (VI),

wherein

-   -   a stands for 0 or 1 or 2,    -   R⁷ stands for an alkyl radical with 1 to 5 C atoms,    -   R⁸ stands for an alkyl radical with 1 to 8 C atoms, and    -   X stands for an oxygen atom or for a substituted nitrogen atom,

d) at least one acid S;

provided that in the composition,

-   -   (i) a ratio V1 between a number of aldimino groups and a number        of isocyanate groups is in the range of 0.2 to 0.8, and    -   (ii) a ratio V2 between a number of alkoxy groups of the        organoalkoxysilane OS and a number of isocyanate groups is in        the range of 0.1 to 0.5.

A method for bonding a substrate S1 to a substrate S2 is disclosed,comprising:

α) applying a single-component, moisture-curing composition on asubstrate S1; and

β) bonding of the applied composition to a substrate S2 within the opentime of the composition;

or

α′) applying a single-component, moisture-curing composition on asubstrate S1 and on a substrate S2; and

β′) bonding of the applied composition on the substrate S1 and on thesubstrate S2 to one another within an open time of the composition;

wherein the substrate S2 is formed of the same or a different materialas the substrate S1,

wherein the single-component, moisture-curing composition comprises:

a) at least one polyisocyanate P;

b) at least one aldimine A of Formula (I),

-   -   wherein    -   n stands for 2 or 3 or 4,    -   E stands for the organic radical of an n-value amine B after        removal of n primary amino groups, and    -   Y stands for a monovalent hydrocarbon radical with 1 to 35 C        atoms, which optionally contains at least one heteroatom,

c) at least one organoalkoxysilane OS, which has at least one groupingof Formula (VI),

wherein

-   -   a stands for 0 or 1 or 2,    -   R⁷ stands for an alkyl radical with 1 to 5 C atoms,    -   R⁸ stands for an alkyl radical with 1 to 8 C atoms, and    -   X stands for an oxygen atom or for a substituted nitrogen atom,

d) at least one acid S;

provided that in the composition,

-   -   (i) a ratio V1 between a number of aldimino groups and a number        of isocyanate groups is in the range of 0.2 to 0.8, and    -   (ii) a ratio V2 between a number of alkoxy groups of the        organoalkoxysilane OS and a number of isocyanate groups is in        the range of 0.1 to 0.5.

A method for sealing is disclosed, comprising:

α″) applying a single-component, moisture-curing composition between asubstrate S1 and a substrate S2, such that the composition is in contactwith the substrate S1 and the substrate S2;

wherein the substrate S2 is formed of the same or a different materialas the substrate S1,

wherein the single-component, moisture-curing composition comprises:

a) at least one polyisocyanate P;

b) at least one aldimine A of Formula (I),

-   -   wherein    -   n stands for 2 or 3 or 4,    -   E stands for the organic radical of an n-value amine B after        removal of n primary amino groups, and    -   Y stands for a monovalent hydrocarbon radical with 1 to 35 C        atoms, which optionally contains at least one heteroatom,

c) at least one organoalkoxysilane OS, which has at least one groupingof Formula (VI),

wherein

-   -   a stands for 0 or 1 or 2,    -   R⁷ stands for an alkyl radical with 1 to 5 C atoms,    -   R⁸ stands for an alkyl radical with 1 to 8 C atoms, and    -   X stands for an oxygen atom or for a substituted nitrogen atom,

d) at least one acid S;

provided that in the composition,

-   -   (i) a ratio V1 between a number of aldimino groups and a number        of isocyanate groups is in the range of 0.2 to 0.8, and    -   (ii) a ratio V2 between a number of alkoxy groups of the        organoalkoxysilane OS and a number of isocyanate groups is in        the range of 0.1 to 0.5.

An anisotropic composition is disclosed with a predominantly elasticsheath and a predominantly plastic core, produced by curing of thesingle-component, moisture-curing composition according to Claim 1 byatmospheric humidity.

An isotropic composition is disclosed that is produced by curing of asingle-component, moisture-curing composition according to Claim 1 byessentially homogeneously mixed-in water or by a component that containsessentially homogeneously mixed-in water.

DETAILED DESCRIPTION

Single-component, moisture-curing polyurethane compositions aredisclosed, for example, that cure without forming bubbles, and aftercuring, they have a largely tack-free surface, as well as low values for100% tensile stress and good shape recovery.

A composition can cure by means of moisture and largely without formingbubbles. In the curing of the composition by means of atmospherichumidity, an anisotropic material can be produced with a predominantlyelastic sheath (“top”) that is virtually tack-free on the surface and apredominantly plastic core. In the curing of the composition by means ofa sufficiently large amount of essentially homogeneously mixed-in water,however, a largely isotropic material can be produced. The compositioncan vary within a broad range relative to its mechanical properties. Itis suitable, for example, as a flexible sealant for building andindustry applications, for example, for expansion joints on structuresor seals in automobiles. It can also be used, for example, as avibration-suppressing adhesive or sealant or as a shock- and/orvibration-suppressing coating. In its application as a sealant forjoints and after curing by means of atmospheric humidity, a joint can beproduced with a tack-free, resistant surface, which as a whole haspronounced flexible properties in a broad temperature range and goodshape recovery and is less susceptible to soiling.

In an exemplary embodiment, a single-component, moisture-curingcomposition comprises

a) at least one polyisocyanate P,b) at least one aldimine A of Formula (I),

whereby

n stands for 2 or 3 or 4,

E stands for the organic radical of an n-value amine B after removal ofn primary amino groups, and

Y stands for a monovalent hydrocarbon radical with 1 to 35 C atoms,which optionally contains at least one heteroatom,

c) At least one organoalkoxysilane OS, which has at least one groupingof Formula (VI),

whereby

a stands for 0 or 1 or 2, for example, for 0 or 1,

R⁷ stands for an alkyl radical with 1 to 5 C atoms, for example, for amethyl or ethyl radical,

R⁸ stands for an alkyl radical with 1 to 8 C atoms, for example, for amethyl radical,

and

X stands for an oxygen atom or for a substituted nitrogen atom,

d) at least one acid S;provided that in the composition,(i) the ratio V1 between the number of aldimino groups and the number ofisocyanate groups is in the range of 0.2 to 0.8, and that(ii) the ratio V2 between the number of alkoxy groups of theorganoalkoxysilane OS and the number of isocyanate groups is in therange of 0.1 to 0.5.

Dotted lines in the formulas in each case represent the bond between asubstituent and the related molecule radical.

Substance names that begin with “poly,” such as polyol, polyisocyanateor polyaldehyde, refer to substances that formally contain two or morefunctional groups, occurring in its name, per molecule.

The term “polyisocyanate” comprises compounds with two or moreisocyanate groups, regardless of whether these are monomericdiisocyanates, oligomeric polyisocyanates or polymers with a relativelyhigh molecular weight that have isocyanate groups.

The term “organoalkoxysilane” refers to a silicon-containing compound inwhich the silicon atom carries both at least one, for example, two orthree, alkoxy groups and at least one directly bonded organic radicaland thus has at least one Si—C bond. The term “silane group” refers tothe silicon-containing group that is bonded to the organic radical ofthe organoalkoxysilane. Organoalkoxy-silanes, or their silane groups,can have the property of hydrolyzing upon contact with moisture and inthis case releasing an alcohol, for example, methanol or ethanol.

The term “tensile stress” refers to the stress that acts in a materialin the expanded state. The term “100% tensile stress” refers to thestress that acts in a material that is stretched to twice its length.

In one embodiment, a polyurethane polymer PUP that has isocyanate groupsis suitable as a polyisocyanate P.

The term “polyurethane polymer” comprises all polymers that are producedaccording to the so-called diisocyanate-polyaddition method. This caninclude those polymers that are almost free or completely free ofurethane groups. Examples of polyurethane polymers are polyetherpolyurethanes, polyester polyurethanes, polyether polyureas, polyureas,polyester polyureas, polyisocyanurates and polycarbodiimides.

A suitable polyurethane polymer PUP can be obtained, for example, fromthe reaction of at least one polyol with at least one polyisocyanate.This reaction can be carried out in that the polyol and thepolyisocyanate are reacted with commonly used methods, for example attemperatures of 50° C. to 100° C., optionally with simultaneous use ofsuitable catalysts, whereby the polyisocyanate can be metered in such away that its isocyanate groups are present in stoichiometric excessrelative to the hydroxyl groups of the polyol. The polyisocyanate can beadvantageously metered in such a way that an NCO/OH ratio of 1.3 to 5,for example, 1.5 to 3, is maintained. The “NCO/OH ratio” means the ratioof the number of isocyanate groups used to the number of hydroxyl groupsused. For example, a content of free isocyanate groups of 0.5 to 15% byweight, for example, 0.5 to 5% by weight, can remain in the polyurethanepolymer PUP after the reaction of all hydroxyl groups of the polyol.

Optionally, the polyurethane polymer PUP can be produced withsimultaneous use of softeners. For example, the softeners that are useddo not contain any groups that are reactive to isocyanates.

As polyols for the production of a polyurethane polymer PUP, forexample, the following commercially available polyols or mixturesthereof can be used:

-   -   Polyoxyalkylene polyols, also called polyether polyols or        oligoetherols, which are polymerization products of ethylene        oxide, 1,2-propylene oxide, 1,2- or 2,3-butylene oxide, oxetane,        tetrahydrofuran or mixtures thereof, optionally polymerized        using a starter molecule with two or more active hydrogen atoms        such as, for example, water, ammonia or compounds with several        OH or NH groups, such as, for example, 1,2-ethanediol, 1,2- and        1,3-propanediol, neopentylglycol, diethylene glycol, triethylene        glycol, the isomeric dipropylene glycols and tripropylene        glycols, the isomeric butanediols, pentanediols, hexanediols,        heptanediols, octanediols, nonanediols, decanediols,        undecanediols, 1,3- and 1,4-cyclohexanedimethanol, bisphenol A,        hydrogenated bisphenol A, 1,1,1-trimethylolethane,        1,1,1-trimethylolpropane, glycerol, aniline, as well as mixtures        of the above-mentioned compounds. Both polyoxyalkylene        polyols—which have a low degree of unsaturation (measured        according to ASTM D-2849-69 and indicated in milliequivalents of        unsaturation per gram of polyol (mEq/g)) and are produced, for        example, using so-called double-metal cyanide complex catalysts        (DMC catalysts)—as well as polyoxyalkylene polyols—which have a        higher degree of unsaturation and are produced, for example,        using anionic catalysts, such as NaOH, KOH, CsOH or alkali        alcoholates—can be used.

Polyoxyalkylene diols or polyoxyalkylene triols, for example,polyoxyethylene and polyoxypropylene diols and triols, can be used.

Polyoxyalkylene diols and triols with a degree of unsaturation that isless than 0.02 mEq/g and with a molecular weight in the range of1,000-30,000 g/mol, as well as polyoxypropylene diols and triols with amolecular weight of 400-8,000 g/mol can be used.

So-called ethylene oxide-terminated (“EO-endcapped,” ethyleneoxide-endcapped) polyoxypropylene polyols can be used. The latter arespecial polyoxypropylene polyoxyethylene polyols, which can be obtained,for example, in that pure polyoxypropylene polyols, for example,polyoxypropylene diols and -triols, after the polypropoxylation reactionwith ethylene oxide is concluded, are further alkoxylated and as aresult have primary hydroxyl groups.

-   -   Styrene-acrylonitrile or        acrylonitrile-methylmethacrylate-plugged polyether polyols.    -   Polyester polyols, also called oligoesterols, produced according        to known methods, for example, the polycondensation of        hydroxycarboxylic acids or the polycondensation of aliphatic        and/or aromatic polycarboxylic acids with divalent or        multivalent alcohols.

Especially suitable as polyester polyols are those that are producedfrom divalent to trivalent, for example, divalent, alcohols, such as,for example, ethylene glycol, diethylene glycol, propylene glycol,dipropylene glycol, neopentyl glycol, 1,4-butanediol, 1,5-pentanediol,3-methyl-1,5-hexanediol, 1,6-hexanediol, 1,8-octanediol,1,10-decanediol, 1,12-dodecanediol, 1,12-hydroxystearyl alcohol,1,4-cyclohexanedimethanol, dimer fatty acid diol (dimer diol),hydroxypivalic acid neopentyl glycol ester, glycerol,1,1,1-trimethylolpropane or mixtures of the above-mentioned alcohols,with organic di- or tricarboxylic acids, for example, dicarboxylicacids, or their anhydrides or esters, such as, for example, succinicacid, glutaric acid, adipic acid, trimethyladipic acid, suberic acid,azelaic acid, sebacic acid, dodecanedicarboxylic acid, maleic acid,fumaric acid, dimer fatty acid, phthalic acid, phthalic acid anhydride,isophthalic acid, terephthalic acid, dimethyl terephthalate,hexahydrophthalic acid, trimellitic acid and trimellitic acid anhydrideor mixtures of the above-mentioned acids, as well as polyester polyolsthat include lactones, such as, for example, ε-caprolactone and starterssuch as the above-mentioned divalent or trivalent alcohols.

Exemplary polyester polyols are polyester diols.

-   -   Polycarbonate polyols, as they are available by reaction of, for        example, the above-mentioned alcohols—used for the creation of        polyester polyols—with dialkyl carbonates, diaryl carbonates or        phosgene.    -   At least two hydroxyl-group-carrying block copolymers that have        at least two different blocks with polyether, polyester and/or        polycarbonate structures of the above-described type, for        example, polyether-polyester polyols.    -   Polyacrylate- and polymethacrylate polyols.    -   Polyhydroxy-functional fats and oils, for example, natural fats        and oils, for example, castor oil; or polyols—so-called        oleochemical polyols—obtained by chemical modification of        natural fats and oils, for example, the epoxy polyesters or        epoxy polyethers obtained by epoxidation of unsaturated oils and        subsequent ring opening with carboxylic acids or alcohols, or        polyols obtained by hydroformylation and hydrogenation of        unsaturated oils; or polyols obtained from natural fats and oils        by degradation processes such as alcoholysis or ozonolysis and        subsequent chemical cross-linking, for example, by        re-esterification or dimerization, of the thus obtained        degradation products or derivatives thereof. Suitable        degradation products of natural fats and oils are, for example,        fatty acids and fatty alcohols as well as fatty acid esters, for        example, the methyl ester (FAME) that can be derivatized by, for        example, hydroformylation and hydrogenation to form hydroxy        fatty acid esters.    -   Polyhydrocarbon polyols, also called oligohydrocarbonols, such        as, for example, polyhydroxy-functional polyolefins,        polyisobutylenes, polyisoprenes; polyhydroxy-functional        ethylene-propylene-, ethylene-butylene- or        ethylene-propylene-diene copolymers, as they are produced by,        for example, the company Kraton Polymers; polyhydroxy-functional        polymers of dienes, for example, of 1,3-butadiene, which can be        produced, for example, also from anionic polymerization;        polyhydroxy-functional copolymers, for example, dienes, such as        1,3-butadiene or diene mixtures and vinyl monomers such as        styrene, acrylonitrile, vinyl chloride, vinyl acetate, vinyl        alcohol, isobutylene and isoprene, for example,        polyhydroxy-functional acrylonitrile/butadiene copolymers, as        they can be produced from, for example, epoxides or amino        alcohols and carboxyl-terminated acrylonitrile/butadiene        copolymers (for example, commercially available under the names        Hypro® (previously Hycar®) CTBN and CTBNX and ETBN of Nanoresins        AG, Germany, or Emerald Performance Materials LLC); as well as        hydrogenated polyhydroxy-functional polymers or copolymers of        dienes.

These above-mentioned polyols can have a mean molecular weight of250-30,000 g/mol, for example, 400-20,000 g/mol, and they can have amean OH-functionality in the range of 1.6 to 3.

As polyols, polyether-, polyester-, polycarbonate- and polyacrylatepolyols, for example, diols and triols, can be used. Polyether polyols,for example, polyoxypropylene- and polyoxypropylene-polyoxyethylenepolyols, as well as liquid polyester polyols and polyether-polyesterpolyols, can be used.

In addition to these above-mentioned polyols, small amounts oflow-molecular, divalent or multivalent alcohols, such as, for example,1,2-ethanediol, 1,2- and 1,3-propanediol, neopentyl glycol, diethyleneglycol, triethylene glycol, the isomeric dipropylene glycols andtripropylene glycols, the isomeric butanediols, pentanediols,hexanediols, heptanediols, octanediols, nonanediols, decanediols,undecanediols, 1,3- and 1,4-cyclohexanedimethanol, hydrogenatedbisphenol A, dimeric fatty alcohols, 1,1,1-trimethylolethane,1,1,1-trimethylolpropane, glycerol, pentaerythritol, sugar alcohols,such as xylitol, sorbitol, or mannitol, sugars such as saccharose, otherpolyhydric alcohols, low-molecular alkoxylating products of theabove-mentioned divalent and multivalent alcohols, as well as mixturesof the above-mentioned alcohols can be used simultaneously in theproduction of the polyurethane polymer PUP. Also, small amounts ofpolyols with a mean OH functionality of more than 3, for example, sugarpolyols, can be used simultaneously.

Aromatic or aliphatic polyisocyanates, for example, aromatic oraliphatic diisocyanates, can be used as polyisocyanates for theproduction of a polyurethane polymer PUP that has isocyanate groups.

An organic compound, which has exclusively aromatic isocyanate groups,is referred to as an “aromatic isocyanate.” An isocyanate group that isbonded to an aromatic or heteroaromatic radical is referred to as“aromatic.” An organic compound that contains aliphatic isocyanategroups is referred to as an “aliphatic isocyanate.” An isocyanate groupthat is bonded to an aliphatic, cycloaliphatic or arylaliphatic radicalis referred as “aliphatic.”

As aromatic polyisocyanates, for example, the following can be used:monomeric di- or triisocyanates, such as 2,4- and 2,6-toluoylenediisocyanate and any mixtures of these isomers (TDI), 4,4′-, 2,4′- and2,2′-diphenylmethane diisocyanate and any mixtures of these isomers(MDI), mixtures that include MDI and MDI homologs (polymeric MDI orPMDI), 1,3- and 1,4-phenylene diisocyanate,2,3,5,6-tetramethyl-1,4-diisocyanatobenzene,naphthalene-1,5-diisocyanate (NDI),3,3′-dimethyl-4,4′-diisocyanatodiphenyl (TODI), dianisidine diisocyanate(DADI), 1,3,5-tris-(isocyanatomethyl)-benzene,tris-(4-isocyanatophenyl)-methane,tris-(4-isocyanatophenyl)-thiophosphate, oligomers and polymers of theabove-mentioned isocyanates, as well as any mixtures of theabove-mentioned isocyanates. MDI and TDI are preferred.

As aliphatic polyisocyanates, for example, the following can be used:monomeric di- or triisocyanates such as 1,4-tetramethylene diisocyanate,2-methylpentamethylene-1,5-diisocyanate, 1,6-hexamethylene diisocyanate(HDI), 2,2,4- and 2,4,4-trimethyl-1,6-hexamethylene diisocyanate (TMDI),1,10-decamethylene diisocyanate, 1,12-dodecamethylene diisocyanate,lysine and lysine ester diisocyanate, cyclohexane-1,3- and-1,4-diisocyanate, 1-methyl-2,4- and -2,6-diisocyanato-cyclohexane, andany mixtures of these isomers (HTDI or H₆TDI),1-isocyanato-3,3,5-trimethyl-5-isocyanatomethyl-cyclohexane (=isophoronediisocyanate or IPDI), perhydro-2,4′- and -4,4′-diphenylmethanediisocyanate (HMDI or H₁₂MDI),1,4-diisocyanato-2,2,6-trimethylcyclohexane (TMCDI), 1,3- and1,4-bis-(isocyanatomethyl)-cyclohexane, m- and p-xylylene diisocyanate(m- and p-XDI), m- and p-tetramethyl-1,3- and -1,4-xylylene diisocyanate(m- and p-TMXDI), bis-(1-isocyanato-1-methylethyl)-naphthalene, dimericand trimeric fatty acid isocyanates, such as3,6-bis-(9-isocyanatononyl)-4,5-di-(1-heptenyl)-cyclohexene (dimeryldiisocyanate), α, α, α′, α′, α″, α″-hexamethyl-1,3,5-mesitylenetriisocyanate, oligomers and polymers of the above-mentionedisocyanates, as well as any mixtures of the above-mentioned isocyanates.HDI and IPDI can be used.

Polyurethane polymers PUP with aromatic isocyanate groups can be used.

In an exemplary embodiment, a polyisocyanate PI in the form of amonomeric di- or triisocyanate or an oligomer of a monomericdiisocyanate or a derivative of a monomeric diisocyanate can be used aspolyisocyanate P. For example, the above-mentioned aromatic andaliphatic di- and triisocyanates can be used as monomeric di- ortriisocyanate.

As polyisocyanate PI, the following can be used: oligomers orderivatives of monomeric diisocyanates, for example, HDI, IPDI, TDI andMDI. Commercially available types are, for example, HDI biurets, forexample, as Desmodur® N 100 and N 3200 (from Bayer), Tolonate° HDB andHDB-LV (from Rhodia) and Duranate® 24A-100 (from Asahi Kasei); HDIisocyanurates, for example as Desmodur® N 3300, N 3600 and N 3790 BA(all from Bayer), Tolonate® HDT, HDT-LV, and HDT-LV2 (from Rhodia),Duranate® TPA-100 and THA-100 (from Asahi Kasei) and Coronate® HX (fromNippon Polyurethanes); HDI uretidiones, for example as Desmodur® N 3400(from Bayer); HDI-iminooxadiazinediones, for example as Desmodur® XP2410 (from Bayer); HDI-allophanates, for example as Desmodur® VP LS 2102(from Bayer); IPDI isocyanurates, for example in solution as Desmodur® Z4470 (from Bayer) or in solid form as Vestanat® T1890/100 (fromDegussa); TDI oligomers, for example as Desmodur® IL (from Bayer); aswell as mixed isocyanurates based on TDI/HDI, for example as Desmodur®HL (from Bayer). In addition, the following can be used at roomtemperature: liquid forms of MDI (so-called “modified MDI”), whichrepresent mixtures of MDI with MDI derivatives, such as, for example,MDI carbodiimides or MDI uretonimines or MDI urethanes, known, forexample, under trade names such as Desmodur® CD, Desmodur® PF, Desmodur®PC (all from Bayer), as well as mixtures of MDI and MDI homologs(polymeric MDI or PMDI), available under trade names such as Desmodur®VL, Desmodur® VL50, Desmodur® VL R10, Desmodur® VL R20 and Desmodur® VKS20F (all from Bayer), Isonate® M 309, Voranate® M 229, and Voranate® M580 (all from Dow) or Lupranat® M 10 R (from BASF).

The above-mentioned oligomeric polyisocyanates PI in practice canrepresent mixtures of substances with different degrees ofoligomerization and/or chemical structures. They can have a mean NCOfunctionality of 2.1 to 4.0 and contain, for example, isocyanurate,iminooxadiazinedione, uretdione, urethane, biuret, allophanate,carbodiimide, uretonimine, or oxadiazinetrione groups. These oligomerscan have a low content of monomeric diisocyanates.

As polyisocyanate PI, forms of MDI that are liquid at room temperature,as well as the oligomers of HDI, IPDI and TDI, for example, theisocyanurates and the biurets, can be used.

In another embodiment, the polyisocyanate P can be a mixture thatincludes at least one polyurethane polymer PUP and at least onepolyisocyanate PI, as they were described previously.

The polyisocyanate P can be a polyurethane polymer PUP that has aromaticisocyanate groups.

The polyisocyanate P can be present in an amount of 5 to 95% by weight,for example, in an amount of 10 to 90% by weight, relative to the entirecomposition. In filled compositions, i.e., compositions that contain afiller, the polyisocyanate P can be present in an amount of 5 to 60% byweight, for example, 10 to 50% by weight, relative to the entirecomposition.

A single-component, moisture-curing composition can comprise at leastone aldimine A of Formula (I).

An exemplary aldimine A of Formula (I) is an aldimine A1 of Formula (Ia) or (I b),

whereby

R¹ and R² either

independently of one another in each case stand for a monovalenthydrocarbon radical with 1 to 12 C atoms,

or together stand for a divalent hydrocarbon radical with 4 to 12 Catoms, which is part of an optionally substituted, carbocyclic ring with5 to 8, for example, 6, C atoms;

Y¹ stands for a monovalent hydrocarbon radical with 1 to 32 C atoms,which optionally has at least one heteroatom, for example, oxygen, inthe form of ether, carbonyl or ester groups;

Y² either

stands for a substituted or unsubstituted aryl or heteroaryl radical,which has a ring size of 5 to 8, for example, 6 atoms,

whereby R⁶ stands for a hydrogen atom or for an alkoxy radical, or for asubstituted or unsubstituted alkenyl or arylalkenyl radical with atleast 6 C atoms;

and E and n have the meanings already mentioned.

In each case, R¹ and R² can stand for a methyl radical.

In addition, Y¹ can stand for a radical of formula (II) or (III),

whereby

R³ stands for a hydrogen atom or for an alkyl-, cycloalkyl-, arylalkylradical or an alkoxycarbonyl radical with 1 to 12 C atoms;

R⁴ stands for a hydrocarbon radical with 1 to 30 C atoms, whichoptionally contains ether oxygen atoms;

R⁵ either

stands for a hydrogen atom,

or for a linear or branched alkyl radical with 1 to 30 C atoms,optionally with cyclic proportions and optionally with at least oneheteroatom, for example, oxygen, in the form of ether, carbonyl or estergroups,

or stands for a singly or multiply unsaturated, linear or branchedhydrocarbon radical with 5 to 30 C atoms,

or stands for an optionally substituted, aromatic or heteroaromatic 5-or 6-membered ring.

R³ can stand for a hydrogen atom.

R⁴ can stand for a hydrocarbon radical with 6 to 30, for example, with11 to 30, C atoms, which optionally contains ether oxygen atoms.

R⁵ can stand for a linear or branched alkyl radical with 6 to 30, forexample, with 11 to 30, C atoms, optionally with cyclic proportions andoptionally with at least one heteroatom, or for a singly or multiplyunsaturated, linear or branched hydrocarbon radical, with 6 to 30, forexample, with 11 to 30, C atoms.

R⁵ can stand for a C₁₁-alkyl radical.

Aldimine A can be selected from aldimines A1 of Formula (I a), in whichY¹ stands for a radical of Formula (III).

An aldimine A can be obtained by a condensation reaction while beingcleaved with water between at least one amine B of Formula (IV) and atleast one aldehyde ALD of Formula (V). The aldehyde ALD can be usedstoichiometrically or in stoichiometric excess relative to the aminogroups of amine B.

In Formulas (IV) and (V), E, n and Y have the meanings alreadymentioned.

As amine B, in one embodiment, polyamines with at least two primaryaliphatic amino groups can be used, such as, for example:

-   -   Aliphatic, cycloaliphatic or arylaliphatic diamines, for        example, ethylenediamine, 1,2-propanediamine,        1,3-propanediamine, 2-methyl-1,2-propanediamine,        2,2-dimethyl-1,3-propanediamine, 1,3-butanediamine,        1,4-butanediamine, 1,3-pentanediamine (DAMP),        1,5-pentanediamine, 1,5-diamino-2-methylpentane (MPMD),        2-butyl-2-ethyl-1,5-pentanediamine (C11-neodiamine),        1,6-hexanediamine, 2,5-dimethyl-1,6-hexanediamine, 2,2,4- and        2,4,4-trimethylhexamethylenediamine (TMD), 1,7-heptanediamine,        1,8-octanediamine, 1,9-nonanediamine, 1,10-decanediamine,        1,11-undecanediamine, 1,12-dodecanediamine, 1,2-, 1,3- and        1,4-diaminocyclohexane, bis-(4-aminocyclohexyl)-methane        (H₁₂-MDA), bis-(4-amino-3-methylcyclohexyl)-methane,        bis-(4-amino-3-ethylcyclohexyl)-methane,        bis-(4-amino-3,5-dimethylcyclohexyl)-methane,        bis-(4-amino-3-ethyl-5-methylcyclohexyl)-methane (M-MECA),        1-amino-3-aminomethyl-3,5,5-trimethylcyclohexane        (=isophoronediamine or IPDA), 2- and        4-methyl-1,3-diaminocyclohexane and mixtures thereof, 1,3- and        1,4-bis-(aminomethyl)cyclohexane,        2,5(2,6)-bis-(aminomethyl)-bicyclo[2.2.1]heptane (NBDA),        3(4),8(9)-bis-(aminomethyl)-tricyclo[5.2.1.0^(2.6)]decane,        1,4-diamino-2,2,6-trimethylcyclohexane (TMCDA), 1,8-menthane        diamine,        3,9-bis-(3-aminopropyl)-2,4,8,10-tetraoxaspiro[5.5]undecane as        well as 1,3- and 1,4-xylylenediamine;    -   Ether-group-containing aliphatic diamines, for example,        bis-(2-aminoethyl)ether, 3,6-dioxaoctane-1,8-diamine,        4,7-dioxadecane-1,10-diamine, 4,7-dioxadecane-2,9-diamine,        4,9-dioxadodecane-1,12-diamine, 5,8-dioxadodecane-3,10-diamine        and higher oligomers of these diamines,        bis-(3-aminopropyl)polytetrahydrofurans and other        polytetrahydrofuran-diamines with molecular weights in the range        of, for example, 350 to 5,200, as well as        polyoxyalkylene-diamines. The latter typically represent        products from the amination of polyoxyalkylene-diols and are        available, for example, under the name Jeffamine® (from        Huntsman), under the name polyether amine (from BASF) or under        the name PC Amine® (from Nitroil). Polyoxyalkylene-diamines can        be used which are Jeffamine® D-230, Jeffamine® D-400, Jeffamine®        D-2000, Jeffamine® D-4000, Jeffamine® XTJ-511, Jeffamine®        ED-600, Jeffamine® ED-900, Jeffamine® ED-2003, Jeffamine®        XTJ-568, Jeffamine® XTJ-569, Jeffamine® XTJ-523, Jeffamine®        XTJ-536, Jeffamine® XTJ-542, Jeffamine® XTJ-559, Jeffamine®        EDR-104, Jeffamine® EDR-148, Jeffamine® EDR-176; polyether amine        D 230, polyether amine D 400 and polyether amine D 2000, PC        Amine® DA 250, PC Amine® DA 400, PC Amine® DA 650 and PC Amine®        DA 2000;    -   Aliphatic, cycloaliphatic or arylaliphatic triamines, such as        4-aminomethyl-1,8-octanediamine,        1,3,5-tris-(aminomethyl)-benzene,        1,3,5-tris-(aminomethyl)-cyclohexane, tris-(2-aminoethyl)-amine,        tris-(2-aminopropyl)-amine, tris-(3-aminopropyl)-amine;    -   Polyoxyalkylene-triamines, which can represent products from the        amination of polyoxyalkylene triols and are available, for        example, under the trade name Jeffamine® (from Huntsman), under        the name polyether amine (from BASF) or under the name PC Amine®        (from Nitroil), such as, for example, Jeffamine® T-403,        Jeffamine® T-3000, Jeffamine® T-5000; polyether amine T403,        polyether amine T5000; and PC Amine® TA 403, PC Amine® TA 5000.

As amine B, in an exemplary embodiment, polyamines with at least twoprimary aromatic amino groups can be used, for example:

-   -   Aromatic di- and triamines, such as, for example, 1,2-, 1,3- and        1,4-phenylenediamine, 2,4- and 2,6-toluoylenediamine (TDA),        3,4-toluoylenediamine, 3,5-dimethylthio-2,4- and        -2,6-toluoylenediamine, 3,5-diethyl-2,4- and        -2,6-toluoylenediamine (DETDA),        2,4,6-triethyl-1,3-phenylenediamine,        2,4,6-triisopropyl-1,3-phenylenediamine,        3-ethyl-5-methyl-2,4-toluoylenediamine,        3,5-diisopropyl-2,4-toluoylenediamine,        3,5-bis-(1-methylpropyl)-2,4-toluoylenediamine,        3,5-bis-(tert-butyl)-2,4-toluoylenediamine,        3-ethyl-5-isopropyl-2,4-toluoylenediamine,        5-isopropyl-2,4-toluoylenediamine,        5-(tert-butyl)-2,4-toluoylenediamine,        4,6-bis-(1-methylpropyl)-1,3-phenylenediamine,        4-isopropyl-6-(tert-butyl)-1,3-phenylenediamine,        4-ethyl-6-isopropyl-1,3-phenylenediamine,        4-ethyl-6-(2-methylpropyl)-1,3-phenylenediamine,        4-ethyl-6-(1-methylpropyl)-1,3-phenylenediamine,        4-ethyl-6-(2-methylpropyl)-1,3-phenylenediamine,        4-isopropyl-6-(1-methylpropyl)-1,3-phenylenediamine,        4-(tert-butyl)-6-(2-methylpropyl)-1,3-phenylenediamine,        4-cyclopentyl-6-ethyl-1,3-phenylenediamine,        4-cyclopentyl-6-isopropyl-1,3-phenylenediamine,        4,6-dicyclopentyl-1,3-phenylenediamine,        3-isopropyl-2,6-toluoylenediamine,        2-methylpropyl-(4-chloro-3,5-diaminobenzoate),        tert-butyl-(4-chloro-3,5-diaminobenzoate), 2,6-diaminopyridine,        melamine, 4,4′-, 2,4′- and 2,2′-diaminodiphenylmethane (MDA),        3,3′-dimethyl-4,4′-diaminodiphenylmethane,        3,3′-dichloro-4,4′-diaminodiphenylmethane (MOCA),        3,3′,5,5′-tetraethyl-4,4′-diaminodiphenylmethane (M-DEA),        3,3′,5,5′-tetraethyl-2,2′-dichloro-4,4′-diaminodiphenylmethane        (M-CDEA),        3,3′-diisopropyl-5,5′-dimethyl-4,4′-diaminodiphenylmethane        (M-MIPA), 3,3′,5,5′-tetraisopropyl-4,4′-diaminodiphenylmethane        (M-DIPA),        3,3′,5,5′-tetra-(1-methylpropyl)-4,4′-diaminodiphenylmethane,        3,3′-dimethyl-5,5′-di-tert-butyl-4,4′-diaminodiphenylmethane,        3,3′-di-tert-butyl-4,4′-diaminodiphenylmethane,        4,4′-diaminodiphenylsulfone (DDS),        4-amino-N-(4-aminophenyl)-benzenesulfonamide,        5,5′-methylenedianthranilic acid,        dimethyl-(5,5′-methylenedianthranilate),        1,3-propylene-bis-(4-aminobenzoate),        1,4-butylene-bis-(4-aminobenzoate), polytetramethylene        oxide-bis-(4-aminobenzoate) (available as Versalink® from Air        Products) and 1,2-bis-(2-aminophenylthio)-ethane.

In another embodiment, the following can be used as amine B: polyamineswith primary aromatic and primary aliphatic amino groups, such as, forexample, 4-(aminoethyl)aniline, 4-(aminomethyl)aniline,4-[(4-aminocyclohexyl)methyl]aniline, 2-(aminoethyl)aniline,2-(aminomethyl)aniline, 2-[(4-(aminocyclohexyl)methyl]aniline and4-[(2-aminocyclohexyl)methyl]aniline.

An amine or an amino group in which the nitrogen atom is bondedexclusively to aliphatic, cycloaliphatic or arylaliphatic radicals isreferred to as “aliphatic.” An amine or an amino group in which thenitrogen atom is bonded directly to at least one aromatic orheteroaromatic radical is referred to as “aromatic.”

Amine B can be selected from 1,6-hexamethylenediamine, MPMD, DAMP, IPDA,TMD, 1,3-xylylenediamine, 1,3-bis-(aminomethyl)cyclohexane,bis-(4-aminocyclohexyl)-methane,bis-(4-amino-3-methylcyclohexyl)-methane,3(4),8(9)-bis-(aminomethyl)-tricyclo[5.2.1.0^(2.6)]decane, 1,2-, 1,3-and 1,4-diaminocyclohexane, 1,4-diamino-2,2,6-trimethylcyclohexane,3,6-dioxaoctane-1,8-diamine, 4,7-dioxadecane-1,10-diamine,4-aminomethyl-1,8-octanediamine; polyoxyalkylene-polyamines with two orthree amino groups, for example, the types D-230, D-400, D-2000, T-403and T-5000 from Huntsman that are available under the trade nameJeffamine® and compounds from BASF or Nitroil that are analogousthereto; 1,3- and 1,4-phenylenediamine, 2,4- and 2,6-toluoylenediamine,4,4′-, 2,4′- and 2,2′-diaminodiphenylmethane,3,3′-dichloro-4,4′-diaminodiphenylmethane; and mixtures of theabove-mentioned polyamines.

The amine B can be selected from 1,6-hexamethylenediamine, MPMD, DAMP,IPDA, TMD and polyoxyalkylene-polyamines with two or three amino groups,for example, the types D-230, D-400 and T-403 from Huntsman that can beobtained under the trade name Jeffamine® and compounds from BASF orNitroil that are analogous thereto.

As aldehyde ALD, the following can be used: primary and secondaryaliphatic aldehydes, for example, propanal, 2-methylpropanal, butanal,2-methylbutanal, 2-ethylbutanal, pentanal, 2-methylpentanal,3-methylpentanal, 4-methylpentanal, 2,3-dimethylpentanal, hexanal,2-ethyl-hexanal, heptanal, octanal, nonanal, decanal, undecanal,2-methyl-undecanal, dodecanal, methoxyacetaldehyde,cyclopropanecarboxaldehyde, cyclopentanecarboxaldehyde,cyclohexanecarboxaldehyde and diphenylacetaldehyde.

As aldehyde ALD, aldehydes that cannot enolize can be used, since saidaldehydes form aldimino groups—which cannot tautomerize into enaminogroups and therefore represent especially well blocked amino groups—inthe reaction with primary amines. For example, tertiary aliphatic andaromatic aldehydes represent non-enolizable aldehydes.

As aldehyde ALD, tertiary aliphatic aldehydes ALD1 of Formula (V a),

whereby R¹, R² and Y¹ have the meanings already mentioned, can be used.

Suitable aldehydes ALD1 of Formula (V a) include, for example,pivalaldehyde (=2,2-dimethyl-propanal), 2,2-dimethyl-butanal,2,2-diethyl-butanal, 1-methyl-cyclopentanecarboxaldehyde,1-methyl-cyclohexanecarboxaldehyde; ethers that include2-hydroxy-2-methylpropanal and alcohols such as propanol, isopropanol,butanol and 2-ethylhexanol; esters that include2-formyl-2-methylpropionic acid or 3-formyl-3-methylbutyric acid andalcohols such as propanol, isopropanol, butanol and 2-ethylhexanol;esters that include 2-hydroxy-2-methylpropanal and carboxylic acids suchas butyric acid, isobutyric acid, and 2-ethylhexanoic acid; as well asthe ethers and esters from 2,2-disubstituted 3-hydroxypropanals,-butanals or similar higher aldehydes, for example,2,2-dimethyl-3-hydroxypropanal, for example, described below.

Especially suitable aldehydes ALD1 are in an exemplary embodiment ofaldehyde ALD2 of Formula (V b),

whereby R¹, R², R³ and R⁴ have the meanings already mentioned.

The aldehydes ALD2 of Formula (V b) can represent ethers of aliphatic,cycloaliphatic or arylaliphatic 2,2-disubstituted 3-hydroxyaldehydeswith alcohols or phenols of the formula R⁴—OH, for example, fattyalcohols or phenols. Exemplary 2,2-disubstituted 3-hydroxyaldehydes arein turn available from aldol reactions, for example, crossed aldolreactions, between primary or secondary aliphatic aldehydes, forexample, formaldehyde, and secondary aliphatic, secondary cycloaliphaticor secondary arylaliphatic aldehydes, such as, for example,isobutyraldehyde, 2-methylbutyraldehyde, 2-ethylbutyraldehyde,2-methylvaleraldehyde, 2-ethylcapronaldehyde,cyclopentanecarboxaldehyde, cyclohexanecarboxaldehyde,1,2,3,6-tetrahydrobenzaldehyde, 2-methyl-3-phenylpropionaldehyde,2-phenylpropionaldehyde (hydratropaldehyde) or diphenylacetaldehyde.Examples of suitable 2,2-disubstituted 3-hydroxyaldehydes include2,2-dimethyl-3-hydroxypropanal, 2-hydroxymethyl-2-methyl-butanal,2-hydroxymethyl-2-ethyl-butanal, 2-hydroxymethyl-2-methyl-pentanal,2-hydroxymethyl-2-ethyl-hexanal,1-hydroxymethyl-cyclopentanecarboxaldehyde,1-hydroxymethyl-cyclohexanecarboxaldehyde,1-hydroxymethyl-cyclohex-3-enecarboxaldehyde,2-hydroxymethyl-2-methyl-3-phenyl-propanal,3-hydroxy-2-methyl-2-phenyl-propanal and3-hydroxy-2,2-diphenyl-propanal.

Aldehydes ALD2 which can be used include2,2-dimethyl-3-phenoxy-propanal, 3-cyclohexyloxy-2,2-dimethyl-propanal,2,2-dimethyl-3-(2-ethylhexyloxy)-propanal,2,2-dimethyl-3-lauroxy-propanal and 2,2-dimethyl-3-stearoxy-propanal.

Aldehydes ALD1 can be, in an exemplary embodiment, of aldehydes ALD3 ofFormula (V c),

whereby R¹, R², R³ and R⁵ have the meanings already mentioned.

The aldehydes ALD3 of Formula (V c) can represent esters of thealready-described 2,2-disubstituted 3-hydroxyaldehydes, such as, forexample, 2,2-dimethyl-3-hydroxypropanal,2-hydroxymethyl-2-methyl-butanal, 2-hydroxymethyl-2-ethyl-butanal,2-hydroxymethyl-2-methyl-pentanal, 2-hydroxymethyl-2-ethyl-hexanal,1-hydroxymethyl-cyclopentanecarboxaldehyde,1-hydroxymethyl-cyclohexanecarboxaldehyde,1-hydroxymethyl-cyclohex-3-enecarboxaldehyde,2-hydroxymethyl-2-methyl-3-phenyl-propanal,3-hydroxy-2-methyl-2-phenyl-propanal and3-hydroxy-2,2-diphenyl-propanal, with carboxylic acids.

Carboxylic acids that are suitable for this reaction can include, forexample, saturated aliphatic carboxylic acids, such as formic acid,acetic acid, propionic acid, butyric acid, isobutyric acid, valericacid, caproic acid, 2-ethyl-caproic acid, enanthic acid, caprylic acid,pelargonic acid, capric acid, undecanoic acid, lauric acid, tridecanoicacid, myristic acid, pentadecanoic acid, palmitic acid, margaric acid,stearic acid, nonadecanoic acid, arachidic acid; singly unsaturatedaliphatic carboxylic acids such as palmitoleic acid, oleic acid, erucicacid; multiply unsaturated aliphatic carboxylic acids such as linoleicacid, linolenic acid, eleostearic acid, arachidonic acid; cycloaliphaticcarboxylic acids such as cyclohexanecarboxylic acid; arylaliphaticcarboxylic acids such as phenylacetic acid; aromatic carboxylic acidssuch as benzoic acid, naphthoic acid, toluoylic acid, anisic acid;isomers of these acids; fatty acid mixtures that include the technicalsaponification of natural oils and fats, such as, for example, rapeseedoil, sunflower oil, linseed oil, olive oil, coconut oil, palm kerneloil, and palm oil; as well as dicarboxylic acid monoalkyl- and -arylesters, as they are obtained from the simple esterification ofdicarboxylic acids such as succinic acid, glutaric acid, adipic acid,pimelic acid, suberic acid, azelaic acid, sebacic acid,1,12-dodecanedioic acid, maleic acid, fumaric acid, hexahydrophthalicacid, hexahydroisophthalic acid, hexahydroterephthalic acid,3,6,9-trioxaundecanedioic acid and similar derivatives of polyethyleneglycol, with alcohols such as methanol, ethanol, propanol, butanol,higher homologs and isomers of these alcohols. Carboxylic acids with atleast 7 C atoms, for example, those with at least 12° C. atoms, can beused.

As aldehyde ALD of Formula (V), aldehydes ALD4 of Formula (V d),

whereby Y² has the meanings already mentioned, can be used in anexemplary embodiment.

As aldehyde ALD4, the following can be used: aromatic aldehydes, suchas, for example, benzaldehyde, 2- and 3- and 4-tolualdehyde, 4-ethyl-and 4-propyl- and 4-isopropyl and 4-butyl-benzaldehyde,2,4-dimethylbenzaldehyde, 2,4,5-trimethylbenzaldehyde,4-acetoxybenzaldehyde, 4-anisaldehyde, 4-ethoxybenzaldehyde, theisomeric di- and trialkoxybenzaldehydes, 2-, 3- and 4-nitrobenzaldehyde,2- and 3- and 4-formylpyridine, 2-furfuraldehyde,2-thiophenecarbaldehyde, 1- and 2-naphthylaldehyde, 3- and4-phenyloxy-benzaldehyde, quinoline-2-carbaldehyde and its 3-, 4-, 5-,6-, 7- and 8-positional isomers, as well as anthracene-9-carbaldehyde;as well as, in addition, glyoxal, glyoxalic acid ester, such as, forexample, glyoxalic acid methyl ester, cinnamaldehyde, and substitutedcinnamaldehydes.

As aldehyde ALD of Formula (V), the non-enolizable aldehydes ALD1 ofFormula (V a), ALD2 of Formula (V b), ALD3 of Formula (V c) and ALD4 ofFormula (V d) are preferred. The aldehydes ALD2 of Formula (V b) andALD3 of Formula (V c) can be used. The aldehydes ALD3 of Formula (V c),for example, those in which the radical R⁵ has 6 to 30 C atoms, can beused. Odorless aldehydes ALD3 of Formula (V c), in which the radical R⁵has 11 to 30 C atoms, can be used. Of these,2,2-dimethyl-3-lauroyloxy-propanal can be used.

The aldimine A of Formula (I) is present in the single-component,moisture-curing composition in such an amount that the ratio V1 betweenthe number of aldimino groups and the number of isocyanate groups in thecomposition is in the range of 0.2 to 0.8, for example, 0.3 to 0.6.

Aldimines A1 of Formula (I a), which as Y¹ have a radical of Formula(III) with a radical R⁵ with 6 to 30 C atoms, are low-odor and thereforecan be used.

Aldimines A1 of Formula (I a), which as Y¹ have a radical of Formula(III) with a radical R⁵ with 11 to 30 C atoms, are odor-free andtherefore can be used.

Compositions that contain such aldimines A1 have little or no odorbefore, during and after the curing.

A “low-odor” substance and a substance “with low odor production” aredefined indistinguishably as a substance whose odor is perceptible to,i.e., can be smelled by, humans only to a slight extent; it thus doesnot have an intense odor like, for example, formaldehyde, acetaldehyde,isobutyraldehyde, or solvents such as acetone, methyl ethyl ketone ormethyl isobutyl ketone, and whereby this slight odor is not consideredto be unpleasant or repellent by most humans.

An “odor-free” substance is defined as a substance that cannot besmelled by most humans, and thus has no perceptible odor.

The single-component, moisture-curing composition can comprise at leastone organoalkoxysilane OS, which does not have any group that isreactive to isocyanate groups and which has at least one grouping ofFormula (VI).

Such silanes are also referred to as α-functional silanes or abbreviatedas α-silanes, since X is in the α-position in the silicon atom and thusis separated from the latter by a methylene radical. α-Silanes can havespecial properties. For example, in comparison to the so-calledγ-functional silanes, in which a heteroatom is separated from a siliconatom by a propylene radical, they can have a very high reactivityrelative to their hydrolysis.

As organoalkoxysilane OS, for example, the following can be used:

Methacryloxymethyl-trimethoxysilane,methacryloxymethyl-dimethoxymethylsilane,isocyanatomethyl-trimethoxysilane,isocyanatomethyl-dimethoxymethylsilane,N-(trimethoxysilylmethyl)-O-methyl-carbamate,N-(dimethoxymethylsilylmethyl)-O-methyl-carbamate, α-aminosilanes suchas N-cyclohexyl-aminomethyl-trimethoxysilane,N-cyclohexyl-aminomethyl-dimethoxymethylsilane,N-phenyl-aminomethyl-trimethoxysilane,N-phenyl-aminomethyl-dimethoxymethylsilane; corresponding α-functionalorganoalkoxysilanes with ethoxy groups instead of methoxy groups;adducts AD of α-aminosilanes with isocyanates or isothiocyanates; aswell as oligomeric forms of the above-mentioned organoalkoxysilanes.

Many of the above-mentioned organoalkoxysilanes and adducts AD arecommercially available, for example, from Wacker Chemie.

As isocyanates or isothiocyanates for adducts AD, in an exemplaryembodiment, monoisocyanates, or monoisothiocyanates, such as, forexample, methyl isothiocyanate, ethyl isothiocyanate, butyl isocyanate,hexyl isocyanate, phenyl isocyanate, phenyl isothiocyanate,p-toluenesulfonyl-isocyanate and isocyanatopropyltrimethoxysilane can beused. In addition, suitable isocyanates for adducts AD arepolyisocyanates, such as, for example, the above-mentionedpolyisocyanates PI. In addition, suitable isocyanates for adducts AD arepolyurethane polymers that have isocyanate groups, for example, theabove-mentioned polyurethane polymers PUP. Adducts that includeisocyanate groups that have polyurethane polymers and α-aminosilanes canalso be referred to as α-silane-functional polymers.

In addition, α-silane-functional polymers other than those alreadymentioned are suitable as organoalkoxysilane OS. For example,α-silane-functional polymers with at least one grouping of formula (VI),which are available by the reaction of hydroxyfunctional polymers with,for example, isocyanatomethyl-trimethoxysilane orisocyanatomethyl-dimethoxymethylsilane, can be used, whereby ashydroxy-functional polymers, for example, polyether polyols aresuitable, which optionally are chain-lengthened with polyisocyanates.

If an α-aminosilane is used as an organoalkoxysilane OS, an adduct ADwith the existing polyisocyanate P can be thus formed in the compositionin situ.

The organoalkoxysilane OS can have methoxy or ethoxy radicals, forexample, methoxy radicals. For example, the organoalkoxysilane OS has atleast one grouping of Formula (VI), in which a stands for zero or 1, andR⁷ stands for a methyl radical.

The organoalkoxysilane OS can be selected frommethacryloxymethyl-trimethoxysilane,methacryloxymethyl-dimethoxymethylsilane,isocyanatomethyl-trimethoxysilane,isocyanatomethyl-dimethoxymethylsilane,N-(trimethoxysilylmethyl)-O-methyl-carbamate,N-(dimethoxymethylsilylmethyl)-O-methyl-carbamate,N-cyclohexyl-aminomethyl-trimethoxysilane,N-cyclohexyl-aminomethyl-dimethoxymethylsilane,N-phenyl-aminomethyl-trimethoxysilane,N-phenyl-aminomethyl-dimethoxymethylsilane and α-silane-functionalpolymers from the reaction of optionally chain-lengthened polyetherpolyols with isocyanatomethyl-trimethoxysilane orisocyanatomethyl-dimethoxymethylsilane, as well as the correspondingα-silanes from this group with ethoxy instead of methoxy radicals.

As organoalkoxysilane OS, methacryloxymethyl-trimethoxysilane,N-(trimethoxysilylmethyl)-O-methyl-carbamate and α-silane-functionalpolymers from the reaction of optionally chain-lengthened polyetherpolyols with isocyanatomethyl-dimethoxymethylsilane can be used.

The organoalkoxysilane OS can be present in the single-component,moisture-curing composition in such an amount that the ratio V2 betweenthe number of alkoxy groups of the organoalkoxysilane OS and the numberof isocyanate groups is in the range of 0.1 to 0.5, for example, 0.15 to0.35.

Upon contact with water, the silane groups of the organoalkoxysilane OScan be hydrolyzed, whereby the alkoxy groups can be cleaved off asalcohol.

In addition, the single-component, moisture-curing composition cancomprise at least one acid S.

The acid S can be any Brønsted acid, such as, for example, hydrochloricacid, sulfuric acid, sulfurous acid, amidosulfuric acid, phosphoricacid; mono- and dialkyl- and -arylphosphates such as tridecyl phosphate,dibutyl phosphate, diphenyl phosphate and bis-(2-ethylhexyl)phosphate;phosphorous acid, nitric acid, nitrous acid, perchloric acid, chlorousacid, as well as any organic Brønsted acids, as well as mixtures of theabove-mentioned Brønsted acids.

The acid S can be selected from organic Brønsted acids, such as, forexample,

-   -   Carboxylic acids, for example saturated, aliphatic        monocarboxylic acids, such as formic acid, acetic acid,        propionic acid, butyric acid, isobutyric acid, valeric acid,        isovaleric acid, pivalic acid, caproic acid, enanthic acid,        caprylic acid, 2-ethylhexanoic acid, pelargonic acid, capric        acid, neodecanoic acid, undecanoic acid, lauric acid,        tridecanoic acid, myristic acid, pentadecanoic acid, palmitic        acid, margaric acid, stearic acid, isostearic acid, arachidic        acid, behenic acid; saturated aliphatic polycarboxylic acids        such as oxalic acid, malonic acid, succinic acid, glutaric acid,        adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic        acid, dodecanedioic acid; singly or multiply unsaturated        aliphatic mono- and polycarboxylic acids, such as palmitoleic        acid, oleic acid, erucic acid, sorbic acid, linoleic acid,        linolenic acid, eleostearic acid, ricinoleic acid, ricinic acid,        maleic acid, fumaric acid, sorbic acid; cycloaliphatic mono- and        polycarboxylic acids such as cyclohexanecarboxylic acid,        hexahydrophthalic acid, tetrahydrophthalic acid, resin acids,        naphthenic acids; aliphatic hydroxycarboxylic acids, such as        glycolic acid, lactic acid, mandelic acid, hydroxybutyric acid,        tartaric acid, malic acid, citric acid; halogenated aliphatic        carboxylic acids such as trichloroacetic acid or        2-chloropropionic acid; aromatic mono- and polycarboxylic acids        such as benzoic acid, salicylic acid, gallic acid, the        positional-isomeric tolylic acids, methoxybenzoic acids,        chlorobenzoic acids, nitrobenzoic acids, phthalic acid,        terephthalic acid, isophthalic acid; technical carboxylic acid        mixtures, such as, for example, versatic acids; polycarboxylic        acids from the polymerization or copolymerization of acrylic and        methacrylic acid;    -   Carboxylic acid anhydrides, such as phthalic acid anhydride,        hexahydrophthalic acid anhydride and hexahydromethylphthalic        acid anhydride, silyl esters of organic carboxylic acids;    -   Silyl esters of organic carboxylic acids;    -   Sulfonic acids such as methylsulfonic acid, vinylsulfonic acid,        butylsulfonic acid, 3-hydroxypropylsulfonic acid, sulfoacetic        acid, benzenesulfonic acid, p-toluenesulfonic acid,        p-xylenesulfonic acid, 4-dodecylbenzenesulfonic acid,        1-naphthalenesulfonic acid, dinonylnaphthalenesulfonic acid and        dinonylnaphthalenedisulfonic acid, as well as sulfonic acid        ester;    -   Organic phosphonic acids and mono alkyl phosphonates such as        methylphosphonic acid, vinylphosphonic acid, butylphosphonic        acid, 2-hydroxyethylphosphonic acid, phenylphosphonic acid,        toluoylphosphonic acid, xylylphosphonic acid, phosphonoacetic        acid, etidronic acid, methylphosphonic acid ethyl ester;        as well as mixtures of the above-mentioned Brønsted acids.

As acid S, organic Brønsted acids in the form of carboxylic acids andsulfonic acids, for example, aromatic carboxylic acids such as benzoicacid and salicylic acid, can be used. Salicylic acid can be used.

The acid S can have a catalytic action on the hydrolysis of the aldimineA. As a result, depending on the concentration and acid strength, itproduces a more or less strong acceleration of the reaction of thealdimine A with isocyanate groups if sufficient water is present in thecomposition.

The acid S can be present in the single-component, moisture-curingcomposition in an amount of 0.005 to 2% by weight, for example, 0.01 to0.5% by weight.

The single-component, moisture-curing composition optionally comprisesat least one tin catalyst Z in the form of a dialkyltin (IV) compound.As a tin catalyst Z, for example, the following can be used:

Dibutyl- and dioctyltin dicarboxylates such as dibutyltin dilaurate(DBTL), dioctyltin dilaurate (DOTL), dibutyltin diacetate (DBTA),dioctyltin diacetate (DOTA), dibutyltin-bis(2-ethylhexanoate),dioctyltin-bis(2-ethylhexanoate), dibutyltin dibutylate,dibutyltin-bis(neodecanoate), dibutyltin diversatate,dibutyltin-bis(methylmaleate), dibutyltin-bis(monobutylmaleate),dibutyltin-bis(octylmaleate), dibutyltin dioctanoate, dioctyltindioctanoate, dibutyltin-bis(isooctanoate), dibutyltin dipalmitate,dibutyltin distearate, dibutyltin dioleate, dibutyltin dilinoleate,dibutyltin dilinolenate, dibutyltin maleate; dibutyl- and dioctyltindiketonates such as dibutyltin diacetylacetonate, dioctyltindiacetylacetonate; dibutyltin dichloride, dioctyltin dichloride,dibutyltin dibutoxide, dibutyltin oxide (DBTO), dioctyltin oxide;stannoxanes such as dibutyl-lauryldistannoxane andSn,Sn′-bis(triethylorthosilicato-dibutyl)-distannoxane (Neostann™ U700of Nitto Kasei); as well as corresponding dialkyltin (IV) compounds withother alkyl groups instead of butyl or octyl groups.

The tin catalyst Z can be selected from dibutyltin dichloride,dibutyltin dilaurate and dioctyltin dilaurate.

The tin catalyst Z can be advantageously present in the composition insuch an amount that the ratio between the number of tin atoms from thetin catalyst Z and the number of isocyanate groups falls short of thevalue of 0.005.

The tin catalyst Z can accelerate the hydrolysis of the silane groupsand the reaction of the isocyanate groups with, for example, water andalcohol.

The single-component, moisture-curing composition optionally containsadditional components, for example, adjuvants and additives that can beused in polyurethane compositions, for example the following:

-   -   Softeners, for example, carboxylic acid esters such as        phthalates, for example, dioctyl phthalate, diisononyl        phthalate, or diisodecyl phthalate, adipates, for example,        dioctyl adipate, azelates and sebacates, organic phosphoric and        sulfonic acid esters or polybutenes;    -   Non-reactive thermoplastic polymers, such as, for example, homo-        or copolymers of unsaturated monomers, for example, from the        group that comprises ethylene, propylene, butylene, isobutylene,        isoprene, vinyl acetate, and alkyl(meth)acrylates, for example,        polyethylene (PE), polypropylenes (PP), polyisobutylenes,        ethylene vinyl acetate copolymers (EVA) and atactic        poly-α-olefins (APAO);    -   Solvents;    -   Inorganic and organic fillers, for example, ground or        precipitated calcium carbonates, which optionally are coated        with fatty acids, for example, stearates, barite (BaSO₄, also        called barium sulfate), quartz flour, calcined kaolins, aluminum        oxides, aluminum hydroxides, silicic acids, for example, highly        dispersed silicic acids from pyrolysis processes, carbon black,        for example, industrially produced carbon black (referred to as        “carbon black” below), PVC powder or hollow spheres;    -   Fibers, for example, made of polyethylene;    -   Pigments, for example, titanium dioxide or iron oxides;    -   Additional catalysts, which accelerate the reaction of the        isocyanate groups, for example, tin (II) compounds such as tin        dioctoate and tin-bis(neodecanoate), bismuth compounds such as        bismuth trioctoate and bismuth-tris(neodecanoate), and compounds        that contain tertiary amino groups, such as        2,2′-dimorpholinodiethyl ether and        1,4-diaza-bicyclo[2,2,2]octane;    -   Rheology modifiers, such as, for example, thickening agents or        thixotropic agents, for example, urea compounds, polyamide        waxes, bentonites, or pyrogenic silicic acids;    -   Desiccants, such as, for example, molecular sieves, calcium        oxide, highly-reactive isocyanates such as p-tosylisocyanate,        orthoformic acid ester, silicic acid ester such as tetramethoxy-        or -ethoxysilane;    -   Additional organoalkoxysilanes, such as, for example, vinyl        silanes, alkyl silanes, aryl silanes, or γ-functional        organoalkoxysilanes, such as for example, epoxy silanes,        (meth)acrylosilanes, isocyanatosilanes, carbamatosilanes,        S-(alkylcarbonyl)mercaptosilanes and aldiminosilanes, as well as        oligomeric forms of these silanes;    -   Stabilizers to protect against heat, light and UV radiation;    -   Flame-retardant substances;    -   Surfactants such as, for example, wetting agents, flow        enhancers, ventilating agents, or foam inhibitors;    -   Biocides, such as, for example, algicides, fungicides or        substances that inhibit fungal growth;        as well as other substances that can be used in        single-component, moisture-curing polyurethane compositions.

When using such additional components, it can be advantageous to ensurethat said components do not greatly impair the shelf life of thecomposition. This means that during storage of the composition undermoisture-free conditions, said components, for example, do not triggerthe cross-linking of the isocyanate groups to a significant extent. Forexample, this means that additives that are used in such a way, forexample, contain no water or at most only traces of water. It can beadvisable to dry certain additives chemically or physically beforemixing them into the composition.

The single-component, moisture-curing composition can be produced andstored under moisture-free conditions. It can have a long shelf life,i.e., it can be stored under moisture-free conditions in a suitablepackaging or arrangement, such as, for example, a drum, a bag, or acartridge over a period of several months up to one year and longer,without its being altered in its application properties or in itsproperties after curing to an extent that is relevant for its use. Theshelf life can be determined by measuring viscosity or extrusion force.Compositions that contain aromatic isocyanate groups can be especiallystable in storage when an aldimine A1 of Formula (I a) or (I b), whichcannot enolize, is present as aldimine A.

The aldimino groups of aldimine A can have the property of hydrolyzingupon contact with moisture. The isocyanate groups that are present inthe composition can react with the amine B that is formally liberatedduring hydrolysis. The corresponding aldehyde ALD of Formula (V) can bereleased. In this case, the reaction of the isocyanate groups with thehydrolyzing aldimine A does not necessarily have to take place with theamine B. Reactions with intermediate stages of the hydrolysis of thealdimine A are also possible. For example, it is conceivable that thehydrolyzing aldimine A in the form of a semi-aminal can react directlywith the isocyanate groups.

The silane groups of the organoalkoxysilane OS can have the property ofhydrolyzing upon contact with moisture. Based on the fact that theorganoalkoxysilanes OS can be α-silanes, the hydrolysis can be carriedout significantly faster than in other organoalkoxysilanes duringcontact with moisture. During hydrolysis, with the release of alcohol,Si—OH groups, so-called silanol groups, can be formed. The releasedalcohol, for example, methanol or ethanol, can react with existingisocyanate groups, whereby in each case, an O-alkyl carbamate group canbe formed. If no isocyanate groups are available as reactants for themethanol that is being liberated, the latter can gradually diffuse outfrom the composition. The silanol groups that are produced in turn cancondense with release of water from one another to form Si—O—Sigroupings.

Existing isocyanate groups can react directly with moisture. In thiscase, a urea group can be formed from two isocyanate groups while beingcleaved with a CO₂ molecule.

The reaction of the hydrolyzing aldimine A with isocyanate groups andthe reaction of isocyanate groups directly with moisture are so-calledcross-linking reactions. As a result of these reactions, the compositioncan ultimately cure; this process is also referred to as cross-linking.

The reaction of alcohol with isocyanate groups is a so-called chaintermination reaction. The O-alkyl carbamate group that is formed in thiscase can, for example, no longer react with additional isocyanategroups. The isocyanate groups are thus “blocked.” The O-alkyl carbamategroups in the composition result in a loss of cross-linking sites andthus in a reduction of elasticity and mechanical strength of the curedcomposition, i.e., in rather plastic properties.

The moisture used for the curing reaction can be derived either from theair (atmospheric humidity), or else the composition can be brought intocontact with a water-containing component, for example, by smearing, forexample with a smoothing agent, or by spraying, or a water-containingcomponent—for example in the form of an aqueous paste, which is mixedin, for example, with a static mixer—can be added to the composition inthe application.

The composition can be cured by means of atmospheric humidity.

The single-component, moisture-curing composition that is described canbe distinguished in that it can cure by means of moisture in such a waythat the material that is produced in this case can have varyingmechanical properties depending on the availability of moisture. Withinthe material, depending on the curing conditions, areas with varyingdeformation behavior from predominantly elastic to predominantlyplastic, which gradually merge into one another, can be present. Forexample, the composition cures in such a way that the areas that aredirectly in contact with moisture—for example, one layer facing the airor one layer resting on a substrate that is moisture-permeable or thatreleases moisture—can cure to form a material with predominantly elasticproperties, while the areas that are in contact only indirectly, forexample, via diffusion effects through adjacent areas—for example,interior layers or layers that rest on substrates that aremoisture-impermeable or that do not release any moisture—can cure toform a material with more or less plastic properties, whereby the extentof plasticity of a material range increases with its increasing distancefrom the moisture source. Relative to the mechanical behavior, ananisotropic material can be thus produced from a material that isisotropic before curing by reaction with moisture from the outside tothe inside.

This exemplary curing behavior that, for example, results in anisotropicmaterial properties is surprising. A possible explanation for this, butwhich is not to be limited to the disclosure, is the hypothesis that thealcohol that is released from the hydrolysis of the organoalkoxysilaneOS can diffuse inward into material layers that are still not curedinstead of diffusing outward through the already cured material layersand evaporating from there; as a result, isocyanate groups inside theadministered composition can react more strongly with alcohol beforethey come into contact with hydrolyzing aldimino groups and/or moisture,and thus they result in a rather plastic material.

The occurrence of the described curing behavior can be used, by means ofsuitable control of the water supply, to produce a material thathas—similar to a filled water hose—a predominantly elastic sheath and apredominantly plastic core.

For example, an anisotropic composition with a predominantly elasticsheath and a predominantly plastic core can be obtained from thesingle-component, moisture-curing composition, previously described indetail, by curing by means of atmospheric humidity.

For the formation of the described anisotropic material properties,components of the composition can be present in proportions that arematched to one another, for example, as they are defined by the ratiosV1 and V2.

Thus, the amount of aldimine A that is specified for the ratio V1 can beemployed so that the formation of bubbles is suppressed and an elasticand resistant skin is formed. For example, if less aldimine A thanspecified is used, there can be a danger of bubbles forming, and a thinskin can be formed; if, however, more aldimine A than specified is used,a mechanically weak skin can be formed; in both cases, as a whole, thecured composition can have little resistance.

In addition, the amount of organoalkoxysilane OS that is specified forthe ratio V2 can be employed so that in the curing by means ofatmospheric humidity, enough chain termination reactions can take placein the interior to obtain a sufficiently large core with predominantlyplastic properties. For example, if less organoalkoxysilane OS thanspecified is used, no further significant anisotropy is established; if,conversely, more organoalkoxysilane OS than specified is used, theproportion of the predominantly plastic material in the interior is verylarge, the elastic skin is thus very thin, and as a whole, the curedcomposition can have little resistance.

The presence of an acid S in the described composition can acceleratethe hydrolysis of the aldimine A and make possible the formation of theelastic skin.

The extent of the described anisotropic material properties can dependon the layer thickness and the geometry of the applied composition. Forexample, it is advantageous here if the composition is applied and curedin a sufficiently large layer thickness, typically of at least a fewmillimeters.

A tin catalyst Z is not necessarily required as a component of thedescribed composition for achieving anisotropic material properties. Theα-functional organoalkoxysilane OS that is present can quickly releasealcohol upon contact with moisture in such a way that even withoutadditional catalysis by means of a tin catalyst Z, it can result in asignificant blocking of the isocyanate groups inside the composition andthus in anisotropic curing. If a tin catalyst Z is used, it can beadvantageous to use the latter in an amount that is not too high, sinceotherwise, on the one hand, the proportion of predominantly plasticmaterial inside is very large, the elastic skin is thus very thin, andas a whole, the cured composition can have little resistance, and, onthe other hand, the thermal stability of the cured composition can bereduced.

If the anisotropic material properties are not desired, thesingle-component, moisture-curing composition, however, can be cured toform a largely or completely isotropic material, for example, by thecomposition being mixed essentially homogeneously in the applicationwith a sufficient amount of water, for example, by a water-containingpaste being mixed into the composition by means of a static mixer. As aresult, water can be available in a sufficient amount in the entirecomposition, which can result in that the composition cures to form anisotropic material with overall comparatively high strength andelasticity.

Thus, an isotropic composition can be obtained from thesingle-component, moisture-curing composition, which was previouslydescribed in detail, by curing by essentially homogeneously mixed-inwater or by a component that contains essentially homogeneously mixed-inwater.

The mechanical properties of the composition thus can vary, for example,within a wide range not only by the selection and relative proportionsof the components of the composition but also by the type of curing.

The single-component, moisture-curing composition can be used as anadhesive, sealant, sealing compound, or coating.

It can be used for applications in which flexible or damping propertiescan be required or desirable, for example, flexible sealants forexpansion joints on structures above or below ground level,vibration-suppressing seals or coatings on hardware or engines, orimpact protection coatings, for example, as undercarriage protection formotor vehicles.

The single-component, moisture-curing composition can be used as aflexible sealant for expansion joints on structures on diffusion-openbases, such as, for example, wood, concrete, mortar, brick, adobe,gypsum and natural stones, such as granite or marble, as well as porousplastics. Based on the anisotropic material properties, such joints canhave advantageous properties, such as, for example, a robust, non-tackysurface, a good shape recovery, and low values for the tensile stress at23° C. and at −20° C.

In this connection, it can be especially advantageous that 100% tensilestresses of ≦0.4 MPa at room temperature and ≦0.6 MPa at −20° C. can beachieved with a material with a non-tacky surface, such as can berequired or desirable for a flexible joint sealant for the structuraldesign of class 25LM according to EN ISO 11600.

In an exemplary embodiment, a method for bonding a substrate S1 to asubstrate S2 is disclosed, comprising:

α) application of the composition previously described in detail on asubstrate S1;

β) bonding of the applied composition to a substrate S2 within the opentime of the composition;

or

α′) application of the composition previously described in detail on asubstrate S1 and on a substrate S2;

β′) bonding of the applied compositions to one another within the opentime of the composition;

whereby the substrate S2 includes the same or a different material suchas the substrate S1.

In this case, open time is defined as the time within which no skin hasformed on the surface of the applied composition. This can also bereferred to as skin-formation time.

Another exemplary aspect of this disclosure relates to a method forsealing. This can comprise:

α″) application of the composition previously described in detailbetween a substrate S1 and a substrate S2, such that the composition isin contact with the substrate S1 and the substrate S2;

whereby the substrate S2 includes the same or a different material suchas the substrate S1.

The sealant can be pressed into a so-called joint.

Another exemplary aspect of this disclosure relates to a method forcoating a substrate S1.

This can comprise:

α′″) application of the composition previously described in detail on asubstrate S1.

In this method, suitable substrates S1 and/or S2 can include, forexample:

-   -   Glass, glass ceramic, concrete, mortar, brick, adobe, gypsum and        natural stones, such as granite or marble;    -   Metals or alloys such as aluminum, steel, iron, non-ferrous        metals, and galvanized metals;    -   Leather, textiles, paper, wood, resin-bonded wood-based        materials, resin-textile composites, and other so-called polymer        composites;    -   Plastics such as polyvinyl chloride (hard and soft PVC),        acrylonitrile-butadiene-styrene copolymers (ABS), SMC (sheet        molding compounds), polycarbonate (PC), polyamide (PA),        polyester, poly(methylmethacrylate) (PMMA), polyester, epoxide        resins, polyurethanes (PUR), polyoxymethylene (POM), polyolefins        (PO), polyethylene (PE) or polypropylene (PP),        ethylene/propylene copolymers (EPM) and ethylene/propylene/diene        terpolymers (EPDM), whereby the plastics can be surface-treated,        for example, by plasma, corona or flame;    -   Coated substrates such as powder-coated metals or alloys; as        well as paints and varnishes.

A method for sealing substrates S1 and/or S2 that are diffusion-openrelative to moisture can be used. For example, these are substrates suchas wood, concrete, mortar, brick, adobe, gypsum and natural stones suchas granite or marble, as well as porous plastics.

If necessary, the substrates can be pretreated before the application ofthe composition. Such pretreatments can comprise, for example, physicaland/or chemical cleaning methods, for example grinding, sandblasting,brushing, or the like, or treatment with cleaning agents or solvents, orthe application of an adhesion promoter, an adhesion-promoting solutionor a primer.

The application of the composition can be implemented in a widetemperature spectrum. For example, the composition is applied at roomtemperature. The composition can also, however, be applied at lowertemperatures as well as at higher temperatures.

An article can be produced from this described method for gluing,sealing or coating—or from the use of the composition, previouslydescribed in detail, as an adhesive, sealant, sealing compound orcoating.

This article can be, for example, a structure, for example, a structurethat is above or below ground level, or an industrial item or a consumeritem, for example, a window, a household appliance, or a means oftransport, for example, a vehicle for water or land, for example, anautomobile, a bus, a truck, a train or a boat, or an accessory of ameans of transport, or an article of the furniture, textile or packagingindustry.

The described composition can have a pasty consistency with structurallyviscous properties. Such a pasty composition can be applied in use as anadhesive or sealant by means of a suitable device. Suitable methods forapplying a pasty adhesive or sealant can include, for example, theapplication of commercially available cartridges, which can be operatedmanually. An application by means of compressed air from a commerciallyavailable cartridge or from a vessel or pail by means of a feed pump oran extruder, optionally by means of an application robot, is alsopossible.

EXAMPLES 1. Description of the Measuring Methods

Viscosity was measured on a thermostated cone-plate-viscosimeter PhysicaUM (cone diameter 20 mm, cone angle 1°, cone tip-plate-interval 0.05 mm,shear rate 10 to 1,000 s⁻¹).

The amine content, i.e., the total content of aldimino groups and freeamino groups in the compounds produced, was determined titrimetrically(with 0.1N HClO₄ in glacial acetic acid, against crystal violet), and isalways indicated in mmol of N/g.

2. Production of Aldimines

Aldimine A-1

55.0 g (0.19 mol) of distilled 2,2-dimethyl-3-lauroyloxy-propanal wasintroduced into a round-bottom flask under nitrogen atmosphere. Whilebeing stirred vigorously, 15.6 g (0.18 mol of N) of1-amino-3-aminomethyl-3,5,5-trimethylcyclohexane (=isophorone diamine,IPDA; Vestamin° IPD, Degussa, amine content 11.68 mmol of N/g) wasslowly added from an instillation funnel. Then, the volatile compoundswere removed in a vacuum (10 mbar, 80° C.). Yield: 67.1 g of a clear,colorless oil with an amine content of 2.73 mmol of N/g and a viscosityof 190 MPa·s at 20° C.

3. Production of Compositions Examples 1 to 4 as Well as ComparisonExamples 5 to 8

For each example, the respective components were processed to form ahomogeneous paste according to Table 1 in the indicated parts by weightwithout preliminary drying in a vacuum mixer in a moisture-freeenvironment, and said paste was decanted immediately into an aluminumcartridge that was varnished on the inside, and the cartridge was sealedin an airtight manner.

As TDI (toluoylene diisocyanate), Desmodur® T 80 P from Bayer was used.

The following silanes were used:

XL63: N-(Trimethoxysilylmethyl)-O-methyl-carbamate (Geniosil® XL 63,Wacker Chemie),

XL33: (Methacryloxymethyl)trimethoxysilane (Geniosil® XL 33, WackerChemie),

XL36: (Methacryloxymethyl)triethoxysilane (Geniosil® XL 36, WackerChemie),

TEO: Tetraethoxysilane (=Tetraethylorthosilicate) (ABCR GmbH),

A187: 3-Glycidoxypropyltrimethoxysilane (Silquest® A-187, MomentivePerformance Materials).

The polymer P-1 was produced as follows:

3,080 g of polyoxypropylene diol (Acclaim® 4200 N, Bayer; OH number 28.1mg of KOH/g), 1,540 g of polyoxypropylene polyoxyethylene-triol(Caradol® MD34-02, Shell; OH number 35.0 mg of KOH/g) and 385 g oftoluoylene diisocyanate (TDI; Desmodur® T 80 P, Bayer) were reacted at80° C. to form an NCO-terminated polyurethane polymer with atitrimetrically determined content of free isocyanate groups of 1.53% byweight.

The polymer P-2 was produced as follows:

590 g of polyoxypropylene diol (Acclaim® 4200 N, Bayer; OH number 28.1mg of KOH/g), 1,180 g of polyoxypropylene polyoxyethylene triol(Caradol® MD34-02, Shell; OH number 35.0 mg of KOH/g) and 230 g ofisophorone diisocyanate (IPDI; Vestanat® IPDI, Degussa) were reactedaccording to the known method at 80° C. to form an NCO-terminatedpolyurethane polymer with a titrimetrically specific content of freeisocyanate groups of 2.10% by weight.

The thickening agent was produced as follows:

3,000 g of diisodecyl phthalate (DIDP; Palatinol° Z, BASF) and 480 g of4,4′-methylene diphenyl diisocyanate (MDI; Desmodur® 44 MC L, Bayer)were introduced into a vacuum mixer and heated slightly. Then, 270 g ofmonobutylamine was slowly added in drops while being stirred vigorously.The paste that was produced was further stirred under vacuum and cooledfor one hour.

TABLE 1 Composition of the Sealants. Example 5 6 7 8 1 2 3 4 (Cf.) (Cf.)(Cf.) (Cf.) Polymer P-1 16.00 16.00 16.00 16.00 16.00 16.00 16.00 16.00Polymer P-2 8.00 8.00 8.00 8.00 8.00 8.00 8.00 8.00 Dialdimine A-1, A-1,A-1, A-1, — A-1, A-1, — 3.18 3.18 2.11 2.11 3.18 3.18 Diisodecyl 0.870.85 1.05 2.04 4.05 0.96 0.82 4.05 Phthalate Chalk 38.00 38.00 38.0038.00 38.00 38.00 38.00 38.00 Thickening 28.00 28.00 28.00 28.00 28.0028.00 28.00 28.00 Agent Titanium 4.50 4.50 4.50 4.50 4.50 4.50 4.50 4.50Dioxide TDI 0.40 0.40 0.40 0.40 0.40 0.40 0.40 0.40 Organoalkoxy XL63,XL33, XL36, XL63, XL63, TEO, A187, XL63, silane 0.35 0.37 0.44 0.15 0.350.26 0.40 0.35 Salicylic Acid^(a) 0.60 0.60 0.60 0.60 0.60 0.60 0.600.60 Dibutyltin 0.10 0.10 0.80 0.10 0.10 0.10 0.10 0.10 Dilaurate^(a)Ratio V1 0.60 0.60 0.40 0.40 0 0.60 0.60 0 [Aldimine/NCO] Ratio V2 0.350.35 0.35 0.15 0.35 0.35 0.35 0.35 [Alkoxy/NCO] ^(a)5% by Weight inDioctyl Adipate.

The thus obtained sealants were tested regarding application properties,curing methods and properties after curing.

As measures of the application properties, stability and tackiness wereused. To determine the stability, the sealant was applied by means ofcaulking guns via a triangular nozzle as horizontally-running triangularbeads with a base diameter of 8 mm and a height (distance of the tip ofthe triangle to the base) of 20 mm to a perpendicular piece ofcardboard. After 5 minutes, how far the tip had dropped, i.e., movedaway, from the original position in the center of the triangular beadwas measured. It was rated as “very good” (=“s.gut” [“very good”]) whenthe tip was in exactly the same or approximately unchanged position, and“good” when the tip was between the center and the base end. Thetackiness was qualitatively determined by, for example, sealant beingapplied by means of a caulking gun on the piece of cardboard that isfastened to the wall; the caulking gun was pulled away at theapplication end by quickly pulling back from the applied sealant, andthe length of the thread remaining at the breakaway spot was measured inthis case.

To test the curing method, on the one hand, the skin formation time(time until freedom from adhesion, “tack-free time”) was used. To thisend, several grams of the room-temperature sealant were applied oncardboard in a layer thickness of approximately 2 mm and in a normalclimate (23±1° C. and 50±5% relative atmospheric humidity), and the timethat it took until no more residues were left on the pipette when thesurface of the sealant was tilted slightly by means of a pipette made ofLDPE was determined. In addition, the sealant was qualitatively testedfor adhesiveness by being pressed with the thumb after one day on thecuring Shore A test piece (see below), and then it was determined howlong the test piece could adhere to the thumb when the hand was raised.Adhesiveness was thereupon rated as high (test piece remains adhered forlonger than 3 seconds), medium (test piece remains adhered forapproximately 3 seconds), low (test piece remains adhered for 1 to 2seconds), and zero (test piece remains adhered for less than 1 second).In addition, the sealant was evaluated visually for bubble formationduring curing. Finally, the sealant was tested for anisotropy of thematerial properties. To this end, the room-temperature sealant wasapplied by means of a caulking gun through a round tip (10 mm opening)as a horizontal cone with a length of approximately 50 mm and a diameteron a base of 30 mm on a piece of cardboard fastened to the wall, leftfor 14 days under normal climatic conditions, then cut off horizontallyat a distance of 1 cm from the base, and the cut surface was evaluatedvisually and qualitatively by pressing a spatula on various points todetermine whether the material in the outer layers is unlike that in theinner layers, by showing a gradual transition from an elastic to aplastic nature (anisotropy=“yes”), or whether the material is similar atall points (anisotropy=“no”). With “(yes),” it is indicated that thematerial has only very slight anisotropic properties, i.e., only a verysmall plastic core is present. With the presence of anisotropic materialproperties, the thickness of the at least partially elastic skin (“skinthickness”) was determined approximately with a scale. If the value“(15)” is indicated as the skin thickness, this means that the materialhas completely isotropic properties; the elastic “skin” thus continuesthrough the entire cross-section of the cone and therefore formally hasa thickness of 15 mm.

The Shore A hardness was determined according to DIN 53505 on testpieces cured for 14 days in a normal climate (referred to as “Shore A”in Table 3). The 100% tensile stress (=“Tensile str.”) was determined ineach case at 23° C. as well as at −20° C. according to DIN EN 28339(with concrete test pieces, pretreated with Sika® primer-3N, Method A)(referred to as “Tensile Str.” in Table 3). The shape recovery (=“ShapeRec.”) was determined in a way similar to DIN EN 27389, whereby insteadof aluminum profiles, concrete test pieces were used (pretreated withSika® Primer-3N, Method A, expansion by 100%) (referred to as “ShapeRec.” in Table 3). The adhesion and integrity of the joints after periodexpansion were examined according to DIN EN 28340 (Method A, concretetest pieces, pretreated with Sika® primer 3N, expansion by 100%).

The results of the tests are presented in Table 2.

It can be seen from Table 2 that the sealants of Examples 1 to 4according to the disclosure cure without forming bubbles and havepronounced anisotropic material properties. In this case, they form alargely non-tacky surface and a sufficiently thick elastic skin in sucha way that they overcome the period expansion without damage (if thistest were performed). The 100% tensile stress (if this test wereperformed) is ≦0.4 MPa at room temperature and ≦0.6 MPa at −20° C., ascan be required or desirable for a flexible joint sealant for thestructural design of class 25LM according to EN ISO 11600. The sealantsof the comparison examples are clearly distinguished therefrom:Comparison Examples 5 to 7 with other alkoxysilanes show no or onlyslight anisotropy and have correspondingly significantly higher 100%tensile stress; Comparison Example 8 without aldimine shows stronganisotropic material properties, but forms only a very thin and stronglyadhesive “skin” and has inadequate mechanical properties.

TABLE 2 Properties of the Sealants. Example 5 6 7 8 1 2 3 4 (Cf.) (Cf.)(Cf.) (Cf.) Stability Very Very Very Very Very Very Good Good Good GoodGood Good Good Good Tackiness (cm) 3 3 3 3 3  6  3 4 Skin Formation(min) 105 80 75 95 100 105  95 480 Adhesiveness None None None None NoneNone None High Bubble None None None None None None None Some FormationAnisotropy Yes Yes Yes Yes (Yes) No No Yes Skin Thickness (mm) 3 2 3 712 (15) (15) <1 Shore A RT 25 26 24 29 35 40 42 20 Shore A −20° C. 39 3838 38 48 52 52 26 100% Tensile 0.2 0.3 n.d. n.d. n.d.   0.8   0.7 n.m.Str. at 23° C. (MPa) 100% Tensile 0.6 0.6 n.d. n.d. n.d.   1.4   1.1n.m. Str. at −20° C. (MPa) Shape Rec. (%) 65/83 71/86 n.d. n.d. n.d. V Vn.m. 23° C./−20° C. Joints after kV kV n.d. n.d. n.d. kV kV n.m. PeriodExpansion n.d. = Not Determined n.m. = Not Measured (Sealant Too Plasticand Adhesive) V = Failure: Concrete Break kV = No Failure

It will be appreciated by those skilled in the art that the presentinvention can be embodied in other specific forms without departing fromthe spirit thereof. The presently disclosed embodiments are thereforeconsidered in all respects to be illustrative and not restricted.

1. A single-component, moisture-curing composition, comprising: a) atleast one polyisocyanate P; b) at least one aldimine A of Formula (I),

wherein n stands for 2 or 3 or 4, E stands for the organic radical of ann-value amine B after removal of n primary amino groups, and Y standsfor a monovalent hydrocarbon radical with 1 to 35 C atoms, whichoptionally contains at least one heteroatom, c) at least oneorganoalkoxysilane OS, which has at least one grouping of Formula (VI),

wherein a stands for 0 or 1 or 2, R⁷ stands for an alkyl radical with 1to 5 C atoms, R⁸ stands for an alkyl radical with 1 to 8 C atoms, and Xstands for an oxygen atom or for a substituted nitrogen atom, d) atleast one acid S; provided that in the composition, (i) a ratio V1between a number of aldimino groups and a number of isocyanate groups isin the range of 0.2 to 0.8, and (ii) a ratio V2 between a number ofalkoxy groups of the organoalkoxysilane OS and a number of isocyanategroups is in the range of 0.1 to 0.5.
 2. The single-component,moisture-curing composition according to claim 1, wherein the aldimine Aof Formula (I) has Formula (I a) or (I b),

wherein R¹ and R² either independently of one another in each case standfor a monovalent hydrocarbon radical with 1 to 12 C atoms, or togetherstand for a divalent hydrocarbon radical with 4 to 12 C atoms, which ispart of an optionally substituted, carbocyclic ring with 5 to 8; Y¹stands for a monovalent hydrocarbon radical with 1 to 32 C atoms, whichoptionally has at least one heteroatom; and Y² either stands for asubstituted or unsubstituted aryl or heteroaryl radical, which has aring size of 5 to 8, or stands for

wherein R⁶ stands for a hydrogen atom or for an alkoxy radical, or for asubstituted or unsubstituted alkenyl or arylalkenyl radical with atleast 6 C atoms.
 3. The single-component, moisture-curing compositionaccording to claim 2, wherein R¹ and R² in each case stand for a methylgroup.
 4. The single-component, moisture-curing composition according toclaim 3, wherein Y¹ stands for a radical of Formula (II) or (III),

wherein R³ stands for a hydrogen atom or for an alkyl-, cycloalkyl-,arylalkyl radical or an alkoxycarbonyl radical with 1 to 12 C atoms; R⁴stands for a hydrocarbon radical with 1 to 30 C atoms, which optionallycontains ether oxygen atoms; R⁵ either stands for a hydrogen atom, orstands for a linear or branched alkyl radical with 1 to 30 C atoms,optionally with cyclic proportions and optionally with at least oneheteroatom, or stands for a singly or multiply unsaturated, linear orbranched hydrocarbon radical with 5 to 30 C atoms, or stands for anoptionally substituted, aromatic or heteroaromatic 5- or 6-memberedring.
 5. The single-component, moisture-curing composition according toclaim 4, wherein R⁴ stands for a hydrocarbon radical with 6 to 30 Catoms, which optionally contains ether oxygen atoms.
 6. Thesingle-component, moisture-curing composition according to claim 4,wherein R⁵ stands for a linear or branched alkyl radical with 6 to 30 Catoms, optionally with cyclic proportions and optionally with at leastone heteroatom, or stands for a singly or multiply unsaturated, linearor branched hydrocarbon radical, with 6 to 30 C atoms.
 7. Thesingle-component, moisture-curing composition according to claim 1,wherein the amine B is selected from the group consisting of1,6-hexamethylenediamine, 1,5-diamino-2-methylpentane (MPMD),1,3-pentanediamine (DAMP),1-amino-3-aminomethyl-3,5,5-trimethylcyclohexane (=isophoronediamine orIPDA), 2,2,4- and 2,4,4-trimethylhexamethylenediamine (TMD),1,3-xylylenediamine, 1,3-bis-(aminomethyl)cyclohexane,bis-(4-aminocyclohexyl)-methane,bis-(4-amino-3-methylcyclohexyl)-methane,3(4),8(9)-bis-(aminomethyl)-tricyclo[5.2.1.0^(2.6)]decane, 1,2-, 1,3-and 1,4-diaminocyclohexane, 1,4-diamino-2,2,6-trimethylcyclohexane,3,6-dioxaoctane-1,8-diamine, 4,7-dioxadecane-1,10-diamine,4-aminomethyl-1,8-octanediamine; polyoxyalkylene-polyamines with two orthree amino groups, 1,3- and 1,4-phenylenediamine, 2,4- and2,6-toluoylenediamine, 4,4′-, 2,4′- and 2,2′-diaminodiphenylmethane,3,3′-dichloro-4,4′-diaminodiphenylmethane; and mixtures of theabove-mentioned polyamines.
 8. The single-component, moisture-curingcomposition according to claim 1, wherein the organoalkoxysilane OS hasat least one grouping of Formula (VI), in which a stands for zero or 1,and R⁷ stands for a methyl radical.
 9. The single-component,moisture-curing composition according to claim 1, wherein theorganoalkoxysilane OS is selected from the group consisting ofmethacryloxymethyl-trimethoxysilane,methacryloxymethyl-dimethoxymethylsilane,isocyanatomethyl-trimethoxysilane,isocyanatomethyl-dimethoxymethylsilane,N-(trimethoxysilylmethyl)-O-methyl-carbamate,N-(dimethoxymethylsilylmethyl)-O-methyl-carbamate,N-cyclohexyl-aminomethyl-trimethoxysilane,N-cyclohexyl-aminomethyl-dimethoxymethylsilane,N-phenyl-aminomethyl-trimethoxysilane,N-phenyl-aminomethyl-dimethoxymethylsilane, α-silane-functional polymersfrom a reaction of optionally chain-lengthened polyether polyols withisocyanatomethyl-trimethoxysilane orisocyanatomethyl-dimethoxymethylsilane, and corresponding α-functionalorganoalkoxysilanes with ethoxy instead of methoxy radicals.
 10. Thesingle-component, moisture-curing composition according to claim 1,wherein the polyisocyanate P is a polyurethane polymer PUP that hasaromatic isocyanate groups.
 11. The single-component, moisture-curingcomposition according to claim 1, wherein the composition comprises atleast one tin catalyst Z in the form of a dialkyltin (IV) compound. 12.The single-component, moisture-curing composition according to claim 11,wherein the tin catalyst Z is present in such an amount that a ratiobetween a number of tin atoms from the tin catalyst Z and a number ofisocyanate groups is less than 0.005.
 13. A method for bonding asubstrate S1 to a substrate S2, comprising: α) applying asingle-component, moisture-curing composition on a substrate S1; and β)bonding of the applied composition to a substrate S2 within the opentime of the composition; or α′) applying a single-component,moisture-curing composition on a substrate S1 and on a substrate S2; andβ′) bonding of the applied composition on the substrate S1 and on thesubstrate S2 to one another within an open time of the composition;wherein the substrate S2 is formed of the same or a different materialas the substrate S1, wherein the single-component, moisture-curingcomposition comprises: a) at least one polyisocyanate P; b) at least onealdimine A of Formula (I),

wherein n stands for 2 or 3 or 4, E stands for the organic radical of ann-value amine B after removal of n primary amino groups, and Y standsfor a monovalent hydrocarbon radical with 1 to 35 C atoms, whichoptionally contains at least one heteroatom, c) at least oneorganoalkoxysilane OS, which has at least one grouping of Formula (VI),

wherein a stands for 0 or 1 or 2, R⁷ stands for an alkyl radical with 1to 5 C atoms, R⁸ stands for an alkyl radical with 1 to 8 C atoms, and Xstands for an oxygen atom or for a substituted nitrogen atom, d) atleast one acid S; provided that in the composition, (i) a ratio V1between a number of aldimino groups and a number of isocyanate groups isin the range of 0.2 to 0.8, and (ii) a ratio V2 between a number ofalkoxy groups of the organoalkoxysilane OS and a number of isocyanategroups is in the range of 0.1 to 0.5.
 14. A method for sealingcomprising: α″) applying a single-component, moisture-curing compositionbetween a substrate S1 and a substrate S2, such that the composition isin contact with the substrate S1 and the substrate S2; wherein thesubstrate S2 is formed of the same or a different material as thesubstrate S1, wherein the single-component, moisture-curing compositioncomprises: a) at least one polyisocyanate P; b) at least one aldimine Aof Formula (I),

wherein n stands for 2 or 3 or 4, E stands for the organic radical of ann-value amine B after removal of n primary amino groups, and Y standsfor a monovalent hydrocarbon radical with 1 to 35 C atoms, whichoptionally contains at least one heteroatom, c) at least oneorganoalkoxysilane OS, which has at least one grouping of Formula (VI),

wherein a stands for 0 or 1 or 2, R⁷ stands for an alkyl radical with 1to 5 C atoms, R⁸ stands for an alkyl radical with 1 to 8 C atoms, and Xstands for an oxygen atom or for a substituted nitrogen atom, d) atleast one acid S; provided that in the composition, (i) a ratio V1between a number of aldimino groups and a number of isocyanate groups isin the range of 0.2 to 0.8, and (ii) a ratio V2 between a number ofalkoxy groups of the organoalkoxysilane OS and a number of isocyanategroups is in the range of 0.1 to 0.5.
 15. An anisotropic compositionwith a predominantly elastic sheath and a predominantly plastic core,produced by curing of the single-component, moisture-curing compositionaccording to claim 1 by atmospheric humidity.
 16. An isotropiccomposition that is produced by curing of a single-component,moisture-curing composition according to claim 1 by essentiallyhomogeneously mixed-in water or by a component that contains essentiallyhomogeneously mixed-in water.
 17. The single-component, moisture-curingcomposition according to claim 1, wherein a stands for 0 or
 1. 18. Thesingle-component, moisture-curing composition according to claim 1,wherein R⁷ stands for a methyl or ethyl radical.
 19. Thesingle-component, moisture-curing composition according to claim 1,wherein R⁸ stands for a methyl radical.
 20. The single-component,moisture-curing composition according to claim 2, wherein R¹ and R²together stand for a divalent hydrocarbon radical with 4 to 12 C atoms,which is part of an optionally substituted, carbocyclic ring with 6 Catoms.
 21. The single-component, moisture-curing composition accordingto claim 2, wherein Y¹ stands for a monovalent hydrocarbon radical with1 to 32 C atoms, which has at least one oxygen, in the form of an ether,carbonyl or ester group.
 22. The single-component, moisture-curingcomposition according to claim 2, wherein Y² stands for a substituted orunsubstituted aryl or heteroaryl radical, which has a ring size of 6atoms.
 23. The single-component, moisture-curing composition accordingto claim 4, wherein R⁵ stands for a linear or branched alkyl radicalwith 1 to 30 C atoms, optionally with cyclic proportions, and with atleast one oxygen in the form of an ether, carbonyl or ester group. 24.The single-component, moisture-curing composition according to claim 5,wherein R⁴ stands for a hydrocarbon radical with 11 to 30, C atoms,which optionally contains ether oxygen atoms.
 25. The single-component,moisture-curing composition according to claim 6, wherein R⁵ stands fora linear or branched alkyl radical with 11 to 30 C atoms, optionallywith cyclic proportions and optionally with at least one heteroatom. 26.The single-component, moisture-curing composition according to claim 6,wherein R⁵ stands for a singly or multiply unsaturated, linear orbranched hydrocarbon radical with 11 to 30 C atoms,
 27. Thesingle-component, moisture-curing composition according to claim 26,wherein R⁵ stands for a C₁₁-alkyl radical.